(4aR,5S,6S,6aR,9S,11aS,11bR,14R)-5,6,14-Trihydroxy-4,4-dimethyl-8-methylene-4,4a,5,6,9,10,11,11a-octahydro-3H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-7(8H)-one

ID: ALA4640982

Chembl Id: CHEMBL4640982

PubChem CID: 121250123

Max Phase: Preclinical

Molecular Formula: C20H26O5

Molecular Weight: 346.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](O)[C@H]1CC[C@H]2[C@]12C=CCC(C)(C)[C@H]1[C@H](O)[C@@]3(O)OC2

Standard InChI:  InChI=1S/C20H26O5/c1-10-11-5-6-12-18-8-4-7-17(2,3)13(18)16(23)20(24,25-9-18)19(12,14(10)21)15(11)22/h4,8,11-13,15-16,22-24H,1,5-7,9H2,2-3H3/t11-,12-,13+,15+,16-,18+,19-,20+/m0/s1

Standard InChI Key:  CFQNYMABKIHTOD-MHRDNBEJSA-N

Alternative Forms

1. Parent:

   

   ALA4640982

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 346.42

Molecular Weight (Monoisotopic): 346.1780

AlogP: 1.18

#Rotatable Bonds: ┄

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.51

CX Basic pKa: ┄

CX LogP: 1.41

CX LogD: 1.41

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: 3.58

References

1. Yao H, Xie S, Ma X, Liu J, Wu H, Lin A, Yao H, Li D, Xu S, Yang DH, Chen ZS, Xu J..  (2020)  Identification of a Potent Oridonin Analogue for Treatment of Triple-Negative Breast Cancer.,  63  (15): [PMID:32610904] [10.1021/acs.jmedchem.0c00408]

2. Liu J, Xie S, Shao X, Xue S, Du P, Wu H, Xu S, Chen ZS, Yang DH, Xu J, Yao H..  (2022)  Identification of new potent anticancer derivatives through simplifying the core structure and modification on their 14- hydroxyl group from oridonin.,  231  [PMID:35121201] [10.1016/j.ejmech.2022.114155]

Source

Source(1):

• Scientific Literature